| 摘要 |
1,131,285. Ethers of propargyl alcohol. DELALANDE S.A. 19 Oct., 1966 [27 July, 1965], No. 31936/65. Heading C2C. Novel compounds of Formula I, in which R 1 is hydrogen or methyl, R 2 is hydrogen, hydroxy, carbamoyloxy or C 1-5 alkyl, R 3 is hydrogen, saturated or unsaturated C 1-7 hydrocarbyl, phenoxyethyl, haloalkyl, carbamoyloxy, α- or #-naphthyl, aminoalkyl of formula -(CH 2 ) m R 4 , where m is 1 to 4 and R 4 is a tertiary aliphatic or heterocyclic amino group, cyanoalkyl of formula -(CH 2 ) p -CN, where p is 2, 3 or 4, aralkyl or aralkenyl of Formula II where X is C 1-3 alkylene or C 2-3 alkenylene, aryl of Formula III where one of R 5 and R 6 is hydrogen and the other is methoxy, chlorine, saturated or unsaturated aliphatic C 1-5 hydrocarbyl, trifluoromethyl, acetyl or propionyl, or both of R 5 and R 6 are each hydrogen, chlorine, bromine, alkyl or methoxy, are prepared by halogenating a compound of Formula IV and then dehydrohalogenating the resulting dihalo compound, or (for compounds in which R 1 is H and R 2 is OH) by either reacting 1-propargyl- 2,3-epoxypropane with a compound of formula R 3 -OM, where R 3 is as defined above except for hydrogen and M is hydrogen or an alkali metal, or by reacting a compound of Formu la V in which R 3 is as defined above except for hydrogen, with propargyl alcohol. 1-Propargyloxy-2,3-propanediol is also prepared by alkylating 2,3-isopropylidene-glycerol with a propargyl halide to form 2,2-dimethyl-4-propargyloxymethyl-dioxolane followed by splitting the dioxolane ring by dilute hydrochloric acid, or by hydrolysing 1 -propargyloxy-2,3- epoxypropane. The 3-monocarbamate and 2,3-dicarbamate esters are also prepared by reacting the corresponding alcohols with phosgene and reacting the resulting chlorocarbonates with ammonia. 1-Allyloxy-3-butoxypropane is prepared by treating 1,3-propanediol in boiling toluene, in the presence of sodium, successively with butyl bromide and allyl bromide. |
